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Compare 16 Guest Houses in Osteen with updated reviews, rates, and availability.

Sea Dip Resort Studios
Pool

Sea Dip Resort Studios

3.0 star property
6.0 out of 10, (29)
"The only complaint would be the sliding doors. They were extremely hard to open. And the hot water took forever in the shower. But its very quiet, with beautiful views."
The price is SAR 249
SAR 539 total
includes taxes & fees
1 Jan - 2 January 2025
Sea Dip Resort Studios
Cabin On The Lake
Front of property

Cabin On The Lake

3.0 star property
10.0 out of 10, Exceptional, (84)
"Great place, and the owners are amazing people. We really enjoyed our stay."
The price is SAR 601
SAR 676 total
includes taxes & fees
30 Dec - 31 Dec
Cabin On The Lake
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Detached Guesthouse over our 3 Car Garage

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (52)
"Very nice stay. Clean place and nice area. Hosts were very helpful and receptive. Will definitely stay again if I need to stay in that area!!"
SPRING LAKE GETAWAY SUITE (Detached Guest House)
The Ann Stevens House
Front of property

The Ann Stevens House

3.0 star property
9.4 out of 10, Exceptional, (143)
"Absolutely amazing, we love this place, everything was just exceptional from check in to check out!!"
The price is SAR 597
SAR 672 total
includes taxes & fees
19 Jan - 20 January 2025
The Ann Stevens House
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!
Living Room Area with Dining Table

Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!

10.0 out of 10, Exceptional, (10)
"Overall, everything was great. Fun Coast rentals was extremely responsive to any of my questions. The location was very convenient to the beach. The main road is a little loud, but not terrible. The space was perfect for what we needed. Everything was clean. The bed was comfy. We enjoyed our stay here and would recommend. "
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!
Captain’s Quarters Along the Sea Private waterfront Suite
On the water

Captain’s Quarters Along the Sea Private waterfront Suite

10.0 out of 10, Exceptional, (72)
"This place was perfect for us! We had everything we needed here and a wonderful host. We enjoyed our time fishing in the Mosquito Lagoon. Thank You! "
The price is SAR 409
SAR 747 total
includes taxes & fees
21 Jan - 22 January 2025
Captain’s Quarters Along the Sea Private waterfront Suite
Peaceful Beachside Retreat
Beach sunrise just steps away!

Peaceful Beachside Retreat

10.0 out of 10, Exceptional, (38)
"The accommodations were very well appointed and comfortable. Candy and Dave were great hosts and very responsive. Definitely recommend this property!"
Peaceful Beachside Retreat
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Private kitchen

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (77)
"Everything it was clean . The king bed is super comfortable. The host is communicative. The house it’s was surrounding the beautiful springs for hot summer. I recommend Mike cottage. "
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Adorable 1bed 1 bath guest house
King bed, dresser, luggage rack, plenty of closet space with full mirror

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (19)
"Hello. I stayed here with my son, while we were visiting my daughter and her husband and daughter. It's close to her house, so a very convenient location for us. "
Adorable 1bed 1 bath guest house
Tiny Cottage Farm House!
Living area

Tiny Cottage Farm House!

9.8 out of 10, Exceptional, (16)
"The tiny cottage was very well prepared and so cute. It is in a perfect area very quiet and calm. I would highly recommend for a small family for a mini vacation. "
Tiny Cottage Farm House!
City Guesthouse in beautiful Historic Downtown Sanford

City Guesthouse in beautiful Historic Downtown Sanford

9.8 out of 10, Exceptional, (8)
"The unit was nice though the AC was not operating properly. The Hosts were very understanding and immediately offer/processed refund and assisted in instructing us on method of cancelation to get full refund from VRBO. VRBO was also extremely prompt in processing a our full refund. This was a first for us using VRBO and was very skeptical but after this experience I will not have any reservation about using VRBO again as well as booking through this host. The AC issues were out of the hosts...
City Guesthouse in beautiful Historic Downtown Sanford
Private Poolside Guest House In Winter Park/Orlando
Pool

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very Good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando
Cozy Barndominium 1Bdm/1Bth+loft
Exterior

Cozy Barndominium 1Bdm/1Bth+loft

Cozy Barndominium 1Bdm/1Bth+loft
NEW YEAR AT THE BEACH!
Beach

NEW YEAR AT THE BEACH!

NEW YEAR AT THE BEACH!
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.
Exterior

Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.

2.0 star property
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Osteen

Tropical Suites at Sunglow Resort
Pool

Tropical Suites at Sunglow Resort

4.5 star property
8.8 out of 10, Excellent, (28)
"Sunglow 1001 was a wonder stay with beautiful sunrise and sunset views from the balcony. Wind was blowing pretty hard east, so some beautiful surf and surfing to watch. Very clean and well appointed condo. Off season meant great prices and I even had the whole top floor to myself. In 5 days, I think I only shared an elevator once. Big enough complex to be very nice, small enough to be cozy. "
The price is SAR 417
SAR 1,293 total
includes taxes & fees
1 Jan - 2 January 2025
Tropical Suites at Sunglow Resort
Fantasy Island Resort, Daytona Beach Shores
Front of property

Fantasy Island Resort, Daytona Beach Shores

3.5 star property
8.6 out of 10, Excellent, (76)
"N/a"
The price is SAR 403
SAR 580 total
includes taxes & fees
1 Jan - 2 January 2025
Fantasy Island Resort, Daytona Beach Shores
Vacation Villas
Pool

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (288)
"Great , very comfortable spacious place to spend with your family. "
Vacation Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.